Characterization of raspberry ketone/zingerone synthase, catalyzing the alpha, beta-hydrogenation of phenylbutenones in raspberry fruits

被引:56
作者
Koeduka, Takao [1 ,2 ]
Watanabe, Bunta [1 ]
Suzuki, Shiro [3 ]
Hiratake, Jun [1 ]
Mano, Jun'ichi [4 ]
Yazaki, Kazufumi [2 ]
机构
[1] Kyoto Univ, Inst Chem Res, Kyoto 6110011, Japan
[2] Kyoto Univ, Res Inst Sustainable Humanosphere, Lab Plant Gene Express, Kyoto 6110011, Japan
[3] Kyoto Univ, Res Inst Sustainable Humanosphere, Lab Metab Sci Forest Plants & Microorganisms, Kyoto 6110011, Japan
[4] Yamaguchi Univ, Ctr Sci Res, Yamaguchi 7538515, Japan
关键词
alpha; beta-Unsaturated double bond; Phenylbutanoids; Alkenal reductase; NADPH-dependent reduction; Raspberry fruits; BIOSYNTHESIS; OXIDOREDUCTASE; ACCUMULATION; STRAWBERRY; REDUCTASE; GLANDS; PINUS; NADPH; FLY;
D O I
10.1016/j.bbrc.2011.07.052
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
Phenylbutanone raspberry ketone, accumulating in the mature fruits of raspberry (Rufous idaeus), imparts the characteristic aroma to the fruits. Here we describe the isolation and characterization of raspberry ketone/zingerone synthase 1 (RZS1), which catalyzed the NADPH-dependent reduction of 4-hydroxybenzalacetone and 3-methoxy-4-hydroxybenzalacetone to raspberry ketone and zingerone (the latter not found in raspberry), respectively. Its apparent K-m values for 4-hydroxybenzalacetone and NADPH were 88 mu M and 202 mu M, respectively. RZS1 preferred 4-hydroxybenzalacetone to 3-methoxy-4-hydroxybenzalacetone as a substrate by a factor of 1.7, and showed a 6-fold preference for 4-hydroxybenzalacetone over p-coumaraldehyde, and no activity for coniferaldehyde. Expression analysis of the RZS1 gene throughout the plant revealed that its transcript level was highest in mature fruits. We conclude that RZS1 is responsible for hydrogenation of the alpha,beta-unsaturated double bond of phenylbutenones, the final step of the raspberry ketone biosynthesis, in the raspberry fruits. (C) 2011 Elsevier Inc. All rights reserved.
引用
收藏
页码:104 / 108
页数:5
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